A chromene with anti-juvenile hormone activity
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Precocene II

Item No. 28480

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran
CAS Number
644-06-4
Synonyms
  • Ageratochromene II
  • NSC 318792
Molecular Formula
C13H16O3
Formula Weight
220.3
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: SolubleChloroform: SolubleMethanol: Soluble
SMILES
CC1(C)C=CC2=CC(OC)=C(OC)C=C2O1
InChi Code
InChI=1S/C13H16O3/c1-13(2)6-5-9-7-11(14-3)12(15-4)8-10(9)16-13/h5-8H,1-4H3
InChi Key
PTIDGSWTMLSGAH-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

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    250 mg

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    500 mg

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    Cayman Chemical
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    Product Description

    Precocene II is a chromene that has been found in A. houstonianum and has anti-juvenile hormone activity.1,2,3 It inhibits juvenile hormone biosynthesis in isolated spontaneously active cockroach (P. americana) corpora allata when used at concentrations of 1 mM or higher.1 Precocene II (8 μg/cm2 coating in Petri dish) inhibits development of the corpus allatum in newly eclosed female milkweed bugs and causes allatal regression when applied 120 hours post-eclosion in normally developing females.2 It induces precocious metamorphosis in milkweed bug second-stage nymphs when applied as a coating to Petri dishes at concentrations of 0.4 and 0.7 μg/cm2.3 Precocene II inhibits ovarian development in various insects, including milkweed bugs, cotton stainers, apple maggots, and Mexican bean beetles. Precocene II also inhibits production of the trichothecene mycotoxin 3-acetyldeoxy nivalenol (3-ADON; Item No. 11429) in F. graminearum (IC50 = 1.2 μM) without inhibiting fungal growth.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pratt, G.E., and Bowers, W.S. Precocene II inhibits juvenile hormone biosynthesis by cockroach corpora allata in vitro. Nature 265(5594), 548-550 (1977).

    2. Bowers, W.S., and Martinez-Pardo, R. Antiallatotropins: Inhibition of corpus allatum development. Science 197(4311), 1369-1371 (1977).

    3. Bowers, W.S., Ohta, T., Cleere, J.S., et al. Discovery of insect anti-juvenile hormones in plants. Science 193(4253), 542-547 (1976).

    4. Sakuda, S. Mycotoxin production inhibitors from natural products. Mycotoxins 60(2), 79-86 (2010).